Rollinsford Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Rollinsford

Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street, Ogunquit, ME
The price is S$181 per night from 1 Sept to 2 Sept
S$181
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,120 reviews)
"Great location, friendly staff. Rooms need a refresh, peeling paint and stains."

Reviewed on 9 Aug, 2025

Ogunquit - The Milestone
Sea Latch Inn

Sea Latch Inn

2 out of 5
277 Long Beach Avenue, Rte. 1A, York Beach, ME
Fully refundableReserve now, pay when you stay
The price is S$285 per night from 7 Sept to 8 Sept
S$285
7 Sept - 8 Sept
includes taxes & fees
7.8/10 Good! (1,013 reviews)
"Very cramped/limited parking. Very noisy"

Reviewed on 10 Aug, 2025

Sea Latch Inn
Hampton Inn & Suites Portsmouth Downtown

Hampton Inn & Suites Portsmouth Downtown

3 out of 5
23 Portwalk Pl, Portsmouth, NH
Fully refundableReserve now, pay when you stay
The price is S$284 per night from 24 Aug to 25 Aug
S$284
24 Aug - 25 Aug
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"Breakfast great Room wonderful Lots of families and dogs Can’t beat location"

Reviewed on 8 Aug, 2025

Hampton Inn & Suites Portsmouth Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Rollinsford holiday package cost?
You'll find cheap prices on Expedia for your Rollinsford escape. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your holiday to Rollinsford costs.
What are the cheapest months to go to Rollinsford?
The off-season is the best time to visit Rollinsford if you're trying to save. Another tip for finding cheap Rollinsford holiday packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Rollinsford?
With a well-organised itinerary, you can easily tick off the most popular Rollinsford attractions in a few days. But if you'd like to discover hidden gems or go on day tours, consider booking your Rollinsford holiday for longer.
How to find the best Rollinsford package deals?
Start your search for a Rollinsford package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Rollinsford package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Rollinsford getaway off to a flying start.
Is it cheaper to book a Rollinsford holiday as a package?
You can enjoy significant savings on your next Rollinsford retreat by booking a tailored holiday package. Click on the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Rollinsford?
If you're considering a spur-of-the-moment Rollinsford trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Rollinsford?

  1. Choose your dates: The things you want to do in Rollinsford and your preferred season can help you decide when to travel.
  2. Set your budget: Consider expenses such as flights, transportation and food when working out how much to save for your trip to Rollinsford. Then, pick a property that works with your budget, whether that's a low-cost option or a deluxe retreat.
  3. Determine how many days away: Start by listing all the activities and attractions you'd like to get to in Rollinsford. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Rollinsford holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.